Hydrochloric Acid → HCID 22996218, compound

HRID 1167327Notes

Reaction equation

HRID 1167327 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:11]=[CH:10][C:9]([CH2:12][O:13][CH3:14])=[CH:8][C:5]=1[C:6]#[N:7].[CH2:15]([OH:17])[CH3:16]>>[ClH:1].[CH3:2][O:3][C:4]1[CH:11]=[CH:10][C:9]([CH2:12][O:13][CH3:14])=[CH:8][C:5]=1[C:6](=[NH:7])[O:17][CH2:15][CH3:16]

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 702EthanolHCID 22996251HCID 22996251, compound

Product 1

HCID 22996218HCID 22996218, compoundYield 99%

Procedure

Hydrogen chloride gas was passed through a solution of 2-methoxy-5-methoxymethyl-benzonitrile (235 mg, 1.326 mmol) in anhydrous ethanol (15 mL) at room temperature. After 2 h, hydrogen chloride gas was stopped and the reaction vessel was sealed. After stirring at room temperature for 12 h, the reaction vessel was cooled to 0° C. and opened. The solvent was evaporated in vacuo and the residue was triturated in diethyl ether to afford ethyl 2-methoxy-5-methoxymethyl-benzimidate hydrochloride (340 mg, 99%).

Workup

  1. customthe reaction vessel was sealed
  2. temperaturethe reaction vessel was cooled to 0° C.
  3. customThe solvent was evaporated in vacuo
  4. customthe residue was triturated in diethyl ether

Sources & evidence

ORD record
ord-8c66b754bde946b3bba483f5e6a5b752
Source dataset
uspto-grants-2003_09
Patent number
US06617346B1

Reaction notes

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